Search Ashland Cottage Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Cottages in Ashland

Richmond Home With Pool, 5 Mi to Downtown!
Private kitchen
Richmond Home With Pool, 5 Mi to Downtown!
3.0 star property
Richmond Home With Pool, 5 Mi to Downtown!
Tranquil Cottage in Virginia Countryside w/ Pond!
Private kitchen
Tranquil Cottage in Virginia Countryside w/ Pond!
3.0 star property
Tranquil Cottage in Virginia Countryside w/ Pond!
Centrally Located Richmond Home w/ Yard + Patio
Private kitchen
Centrally Located Richmond Home w/ Yard + Patio
3.0 star property
Centrally Located Richmond Home w/ Yard + Patio
8 Mi to Richmond: Pet-friendly Vacation Rental!
Terrace/patio
8 Mi to Richmond: Pet-friendly Vacation Rental!
3.0 star property
8 Mi to Richmond: Pet-friendly Vacation Rental!
Waterfront Lake Anna Home w/ Dock, Beach & Kayaks!
Outdoor dining
Waterfront Lake Anna Home w/ Dock, Beach & Kayaks!
3.0 star property
Waterfront Lake Anna Home w/ Dock, Beach & Kayaks!
Terre Haute Manor Farmhouse w/ Gardens & Deck!
Microwave, oven, stovetop, dishwasher
Terre Haute Manor Farmhouse w/ Gardens & Deck!
3.0 star property
Terre Haute Manor Farmhouse w/ Gardens & Deck!
Family-oriented Richmond Home w/ Private Pool
Outdoor pool
Family-oriented Richmond Home w/ Private Pool
3.0 star property
Family-oriented Richmond Home w/ Private Pool
Lake Anna Home w/ Dock & Private Shoreline!
Exterior
Lake Anna Home w/ Dock & Private Shoreline!
3.0 star property
Lake Anna Home w/ Dock & Private Shoreline!
Modern Richmond Home w/ Deck, Close to Downtown!
Private kitchen
Modern Richmond Home w/ Deck, Close to Downtown!
3.0 star property
Modern Richmond Home w/ Deck, Close to Downtown!
Pet-friendly The Wray Cottage w/ Large Backyard!
Exterior
Pet-friendly The Wray Cottage w/ Large Backyard!
3.0 star property
Pet-friendly The Wray Cottage w/ Large Backyard!
Pet-friendly Richmond Area Home w/ Game Room!
Private kitchen
Pet-friendly Richmond Area Home w/ Game Room!
3.0 star property
Pet-friendly Richmond Area Home w/ Game Room!
Richmond Vacation Rental ~ 10 Mi to Downtown!
Video game console
Richmond Vacation Rental ~ 10 Mi to Downtown!
3.0 star property
Richmond Vacation Rental ~ 10 Mi to Downtown!
Richmond Home w/ Fire Pit - 12 Mi to Downtown
Private kitchen
Richmond Home w/ Fire Pit - 12 Mi to Downtown
3.0 star property
Richmond Home w/ Fire Pit - 12 Mi to Downtown
Home w/ Hot Tub < 2 Mi to Downtown Richmond!
Private kitchen
Home w/ Hot Tub < 2 Mi to Downtown Richmond!
3.0 star property
Home w/ Hot Tub < 2 Mi to Downtown Richmond!
Sandston Home w/ Private Pool ~ 9 Mi to Richmond!
Outdoor dining
Sandston Home w/ Private Pool ~ 9 Mi to Richmond!
3.0 star property
Sandston Home w/ Private Pool ~ 9 Mi to Richmond!
Highland Springs Home ~ 7 Mi to Dtwn Richmond
TV
Highland Springs Home ~ 7 Mi to Dtwn Richmond
3.0 star property
Highland Springs Home ~ 7 Mi to Dtwn Richmond
Cozy Richmond Retreat w/ Yard ~ 5 Mi to Dtwn!
Microwave, oven, stovetop, dishwasher
Cozy Richmond Retreat w/ Yard ~ 5 Mi to Dtwn!
3.0 star property
Cozy Richmond Retreat w/ Yard ~ 5 Mi to Dtwn!
Screened Deck & Dock: Waterfront Lake Anna Home!
Interior
Screened Deck & Dock: Waterfront Lake Anna Home!
3.0 star property
Screened Deck & Dock: Waterfront Lake Anna Home!
Lovely Carytown Home: Walk to Shops + Restaurants
TV
Lovely Carytown Home: Walk to Shops + Restaurants
3.0 star property
Lovely Carytown Home: Walk to Shops + Restaurants
Historic Glen Allen Home ~ 11 Mi to Richmond!
Exterior
Historic Glen Allen Home ~ 11 Mi to Richmond!
3.0 star property
Historic Glen Allen Home ~ 11 Mi to Richmond!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Ashland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Ashland

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

Why book your cottage in Ashland with Expedia?
Expedia has some excellent cottages in Ashland, so start packing for a memorable holiday on nature’s doorstep. If you have a set budget, select how much you want to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with free WiFi or a kitchen. We’ll help you find the right digs whatever your style of travel or plans.
How can I find cheap cottages in Ashland?
An excellent way to uncover cheap cottages in Ashland is with Expedia’s filter tool. Fine-tune your search results by star rating, amenities and budget to land unbeatable deals in just a few clicks.
What is there to do in Ashland near my cottage?
The ultimate travel accessory is a well-planned schedule. Randolph-Macon College is a terrific place to kick off your sightseeing in Ashland.